Alli Simpson has shared a candid account of her family's experiences with the Kardashian-Jenner clan, particularly recalling a Christmas spent with them during her brother Cody Simpson's past relationship with Kylie Jenner. Simpson described the family as exceptionally welcoming and praised matriarch Kris Jenner as an outstanding host.

During Cody Simpson's approximately year-long romance with Kylie Jenner in his mid-teens, the Simpson family was invited to celebrate Christmas with the Kardashians. Alli Simpson recounted the lavish festivities, noting the grand Christmas tree, but emphasized the family's down-to-earth demeanor away from the cameras. She recalled her grandmother sitting casually next to Kim Kardashian, highlighting a sense of normalcy amid the opulence.

What particularly struck the Simpsons was a generous parting gift from Kris Jenner. Guests' cars were handled by valet service upon arrival, and upon departure, the Simpsons discovered their car's trunk had been filled with presents by Jenner. These gifts included items like cooking equipment and makeup.

Cody Simpson and Kylie Jenner were first linked in the early 2010s. Simpson, who was homeschooled, met Jenner at the Twilight 3 premiere when he was around 15 and she was 14 or 15. He recalled exchanging numbers with her there and they dated for about a year, bonding over their unique, public upbringings.

Simpson's romantic history also includes a two-year relationship with model Gigi Hadid from 2013 to 2015, which he described as his first love, and a later relationship with singer Miley Cyrus. More recently, Simpson was reportedly seen with influencer Adelia in March, shortly after his split from Olympic swimmer Emma McKeon was confirmed. Alli Simpson confirmed her brother and McKeon had parted ways late last year, stating they had both